DE2151755A1 - Wasser- und oelabweisende ausruestung - Google Patents
Wasser- und oelabweisende ausruestungInfo
- Publication number
- DE2151755A1 DE2151755A1 DE19712151755 DE2151755A DE2151755A1 DE 2151755 A1 DE2151755 A1 DE 2151755A1 DE 19712151755 DE19712151755 DE 19712151755 DE 2151755 A DE2151755 A DE 2151755A DE 2151755 A1 DE2151755 A1 DE 2151755A1
- Authority
- DE
- Germany
- Prior art keywords
- acrylates
- meth
- fluoroalkyl
- tetrachloroethane
- water
- Prior art date
- Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
- Pending
Links
- 239000005871 repellent Substances 0.000 title claims description 14
- QPFMBZIOSGYJDE-UHFFFAOYSA-N 1,1,2,2-tetrachloroethane Chemical compound ClC(Cl)C(Cl)Cl QPFMBZIOSGYJDE-UHFFFAOYSA-N 0.000 claims description 22
- 238000000034 method Methods 0.000 claims description 19
- 150000001252 acrylic acid derivatives Chemical class 0.000 claims description 10
- 125000003709 fluoroalkyl group Chemical group 0.000 claims description 10
- 239000000758 substrate Substances 0.000 claims description 10
- 239000003054 catalyst Substances 0.000 claims description 9
- 239000002657 fibrous material Substances 0.000 claims description 8
- 239000000463 material Substances 0.000 claims description 6
- 239000002202 Polyethylene glycol Substances 0.000 claims description 5
- 229920000728 polyester Polymers 0.000 claims description 5
- 229920001223 polyethylene glycol Polymers 0.000 claims description 5
- KKEYFWRCBNTPAC-UHFFFAOYSA-L terephthalate(2-) Chemical compound [O-]C(=O)C1=CC=C(C([O-])=O)C=C1 KKEYFWRCBNTPAC-UHFFFAOYSA-L 0.000 claims description 4
- 239000000178 monomer Substances 0.000 claims description 3
- 150000002978 peroxides Chemical class 0.000 claims description 2
- 239000002671 adjuvant Substances 0.000 claims 1
- 239000011953 free-radical catalyst Substances 0.000 claims 1
- 239000011874 heated mixture Substances 0.000 claims 1
- 125000004435 hydrogen atom Chemical group [H]* 0.000 claims 1
- 125000002496 methyl group Chemical group [H]C([H])([H])* 0.000 claims 1
- 150000003254 radicals Chemical class 0.000 claims 1
- 230000000694 effects Effects 0.000 description 17
- XLYOFNOQVPJJNP-UHFFFAOYSA-N water Substances O XLYOFNOQVPJJNP-UHFFFAOYSA-N 0.000 description 15
- 239000004753 textile Substances 0.000 description 13
- IMNFDUFMRHMDMM-UHFFFAOYSA-N N-Heptane Chemical compound CCCCCCC IMNFDUFMRHMDMM-UHFFFAOYSA-N 0.000 description 12
- 239000003921 oil Substances 0.000 description 11
- 239000004744 fabric Substances 0.000 description 9
- 230000002940 repellent Effects 0.000 description 7
- -1 Perfluoroalkyl vinyl ethers Chemical class 0.000 description 6
- 239000000203 mixture Substances 0.000 description 6
- 239000005662 Paraffin oil Substances 0.000 description 5
- 238000004140 cleaning Methods 0.000 description 5
- 238000005406 washing Methods 0.000 description 5
- 238000009736 wetting Methods 0.000 description 5
- VGGSQFUCUMXWEO-UHFFFAOYSA-N Ethene Chemical compound C=C VGGSQFUCUMXWEO-UHFFFAOYSA-N 0.000 description 4
- 239000005977 Ethylene Substances 0.000 description 4
- 239000003599 detergent Substances 0.000 description 4
- 238000006243 chemical reaction Methods 0.000 description 3
- LSXWFXONGKSEMY-UHFFFAOYSA-N di-tert-butyl peroxide Chemical compound CC(C)(C)OOC(C)(C)C LSXWFXONGKSEMY-UHFFFAOYSA-N 0.000 description 3
- 150000002222 fluorine compounds Chemical class 0.000 description 3
- 238000010438 heat treatment Methods 0.000 description 3
- 239000000126 substance Substances 0.000 description 3
- NIXOWILDQLNWCW-UHFFFAOYSA-M Acrylate Chemical compound [O-]C(=O)C=C NIXOWILDQLNWCW-UHFFFAOYSA-M 0.000 description 2
- MHAJPDPJQMAIIY-UHFFFAOYSA-N Hydrogen peroxide Chemical compound OO MHAJPDPJQMAIIY-UHFFFAOYSA-N 0.000 description 2
- KFSLWBXXFJQRDL-UHFFFAOYSA-N Peracetic acid Chemical compound CC(=O)OO KFSLWBXXFJQRDL-UHFFFAOYSA-N 0.000 description 2
- 238000010521 absorption reaction Methods 0.000 description 2
- ZQMIGQNCOMNODD-UHFFFAOYSA-N diacetyl peroxide Chemical compound CC(=O)OOC(C)=O ZQMIGQNCOMNODD-UHFFFAOYSA-N 0.000 description 2
- 238000005108 dry cleaning Methods 0.000 description 2
- 150000002148 esters Chemical class 0.000 description 2
- 150000004965 peroxy acids Chemical class 0.000 description 2
- 238000011282 treatment Methods 0.000 description 2
- PAOHAQSLJSMLAT-UHFFFAOYSA-N 1-butylperoxybutane Chemical group CCCCOOCCCC PAOHAQSLJSMLAT-UHFFFAOYSA-N 0.000 description 1
- YSQGYEYXKXGAQA-UHFFFAOYSA-N 2,2,3,3,4,4,5,5,6,6,7,7,8,8,8-pentadecafluorooctyl prop-2-enoate Chemical compound FC(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)C(F)(F)COC(=O)C=C YSQGYEYXKXGAQA-UHFFFAOYSA-N 0.000 description 1
- CYTYCFOTNPOANT-UHFFFAOYSA-N Perchloroethylene Chemical group ClC(Cl)=C(Cl)Cl CYTYCFOTNPOANT-UHFFFAOYSA-N 0.000 description 1
- 230000009286 beneficial effect Effects 0.000 description 1
- 150000001875 compounds Chemical class 0.000 description 1
- 229920001577 copolymer Polymers 0.000 description 1
- 238000004132 cross linking Methods 0.000 description 1
- 239000000835 fiber Substances 0.000 description 1
- 239000011888 foil Substances 0.000 description 1
- 229920001519 homopolymer Polymers 0.000 description 1
- 230000002209 hydrophobic effect Effects 0.000 description 1
- 230000005865 ionizing radiation Effects 0.000 description 1
- 230000002262 irrigation Effects 0.000 description 1
- 238000003973 irrigation Methods 0.000 description 1
- 238000004519 manufacturing process Methods 0.000 description 1
- 150000002734 metacrylic acid derivatives Chemical class 0.000 description 1
- 239000004745 nonwoven fabric Substances 0.000 description 1
- JRKICGRDRMAZLK-UHFFFAOYSA-L persulfate group Chemical group S(=O)(=O)([O-])OOS(=O)(=O)[O-] JRKICGRDRMAZLK-UHFFFAOYSA-L 0.000 description 1
- 229920003023 plastic Polymers 0.000 description 1
- 239000004033 plastic Substances 0.000 description 1
- 229920006267 polyester film Polymers 0.000 description 1
- 238000006116 polymerization reaction Methods 0.000 description 1
- 230000000379 polymerizing effect Effects 0.000 description 1
- 239000002994 raw material Substances 0.000 description 1
- 230000000717 retained effect Effects 0.000 description 1
- 150000003839 salts Chemical class 0.000 description 1
- MWNQXXOSWHCCOZ-UHFFFAOYSA-L sodium;oxido carbonate Chemical compound [Na+].[O-]OC([O-])=O MWNQXXOSWHCCOZ-UHFFFAOYSA-L 0.000 description 1
- 238000003756 stirring Methods 0.000 description 1
- GJBRNHKUVLOCEB-UHFFFAOYSA-N tert-butyl benzenecarboperoxoate Chemical compound CC(C)(C)OOC(=O)C1=CC=CC=C1 GJBRNHKUVLOCEB-UHFFFAOYSA-N 0.000 description 1
- 238000010998 test method Methods 0.000 description 1
- 229950011008 tetrachloroethylene Drugs 0.000 description 1
- 125000000391 vinyl group Chemical group [H]C([*])=C([H])[H] 0.000 description 1
- 229920002554 vinyl polymer Polymers 0.000 description 1
Classifications
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M15/00—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment
- D06M15/19—Treating fibres, threads, yarns, fabrics, or fibrous goods made from such materials, with macromolecular compounds; Such treatment combined with mechanical treatment with synthetic macromolecular compounds
- D06M15/21—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds
- D06M15/263—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof
- D06M15/277—Macromolecular compounds obtained by reactions only involving carbon-to-carbon unsaturated bonds of unsaturated carboxylic acids; Salts or esters thereof containing fluorine
-
- D—TEXTILES; PAPER
- D06—TREATMENT OF TEXTILES OR THE LIKE; LAUNDERING; FLEXIBLE MATERIALS NOT OTHERWISE PROVIDED FOR
- D06M—TREATMENT, NOT PROVIDED FOR ELSEWHERE IN CLASS D06, OF FIBRES, THREADS, YARNS, FABRICS, FEATHERS OR FIBROUS GOODS MADE FROM SUCH MATERIALS
- D06M14/00—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials
- D06M14/08—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials on to materials of synthetic origin
- D06M14/12—Graft polymerisation of monomers containing carbon-to-carbon unsaturated bonds on to fibres, threads, yarns, fabrics, or fibrous goods made from such materials on to materials of synthetic origin of macromolecular compounds obtained otherwise than by reactions only involving carbon-to-carbon unsaturated bonds
- D06M14/14—Polyesters
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2964—Artificial fiber or filament
- Y10T428/2967—Synthetic resin or polymer
- Y10T428/2969—Polyamide, polyimide or polyester
-
- Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
- Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
- Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
- Y10T428/00—Stock material or miscellaneous articles
- Y10T428/29—Coated or structually defined flake, particle, cell, strand, strand portion, rod, filament, macroscopic fiber or mass thereof
- Y10T428/2913—Rod, strand, filament or fiber
- Y10T428/2933—Coated or with bond, impregnation or core
- Y10T428/2971—Impregnation
Landscapes
- Chemical & Material Sciences (AREA)
- Chemical Kinetics & Catalysis (AREA)
- Engineering & Computer Science (AREA)
- Textile Engineering (AREA)
- Treatments For Attaching Organic Compounds To Fibrous Goods (AREA)
Priority Applications (6)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712151755 DE2151755A1 (de) | 1971-10-18 | 1971-10-18 | Wasser- und oelabweisende ausruestung |
| CH1500272D CH1500272A4 (enrdf_load_stackoverflow) | 1971-10-18 | 1972-10-13 | |
| CH1500272A CH559277A (enrdf_load_stackoverflow) | 1971-10-18 | 1972-10-13 | |
| GB4782072A GB1406866A (en) | 1971-10-18 | 1972-10-17 | Finishing of materials |
| US00298457A US3847657A (en) | 1971-10-18 | 1972-10-17 | Hydrophobic and oleophobic finish |
| FR7236876A FR2156786B1 (enrdf_load_stackoverflow) | 1971-10-18 | 1972-10-18 |
Applications Claiming Priority (1)
| Application Number | Priority Date | Filing Date | Title |
|---|---|---|---|
| DE19712151755 DE2151755A1 (de) | 1971-10-18 | 1971-10-18 | Wasser- und oelabweisende ausruestung |
Publications (1)
| Publication Number | Publication Date |
|---|---|
| DE2151755A1 true DE2151755A1 (de) | 1973-04-26 |
Family
ID=5822630
Family Applications (1)
| Application Number | Title | Priority Date | Filing Date |
|---|---|---|---|
| DE19712151755 Pending DE2151755A1 (de) | 1971-10-18 | 1971-10-18 | Wasser- und oelabweisende ausruestung |
Country Status (5)
| Country | Link |
|---|---|
| US (1) | US3847657A (enrdf_load_stackoverflow) |
| CH (2) | CH1500272A4 (enrdf_load_stackoverflow) |
| DE (1) | DE2151755A1 (enrdf_load_stackoverflow) |
| FR (1) | FR2156786B1 (enrdf_load_stackoverflow) |
| GB (1) | GB1406866A (enrdf_load_stackoverflow) |
Families Citing this family (20)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| JPS538590B2 (enrdf_load_stackoverflow) * | 1975-01-31 | 1978-03-30 | ||
| JPS564776A (en) * | 1979-06-26 | 1981-01-19 | Teijin Ltd | Treatment of synthetic molded article |
| DE3407361A1 (de) * | 1984-02-29 | 1985-08-29 | Bayer Ag, 5090 Leverkusen | Verfahren zur herstellung von hydrophobier- und oleophobiermittel |
| US4666991A (en) * | 1984-11-05 | 1987-05-19 | Sagami Chemical Research Center | Fluorine-containing graft copolymer and adhesive and composite membrane made thereof |
| US5156780A (en) * | 1989-07-24 | 1992-10-20 | Gelman Sciences Inc. | process for treating a porous substrate to achieve improved water and oil repellency |
| US5962354A (en) * | 1996-01-16 | 1999-10-05 | Fyles; Kenneth M. | Compositions for high temperature fiberisation |
| US6156389A (en) | 1997-02-03 | 2000-12-05 | Cytonix Corporation | Hydrophobic coating compositions, articles coated with said compositions, and processes for manufacturing same |
| US6495624B1 (en) | 1997-02-03 | 2002-12-17 | Cytonix Corporation | Hydrophobic coating compositions, articles coated with said compositions, and processes for manufacturing same |
| US7268179B2 (en) * | 1997-02-03 | 2007-09-11 | Cytonix Corporation | Hydrophobic coating compositions, articles coated with said compositions, and processes for manufacturing same |
| US8653213B2 (en) | 1997-02-03 | 2014-02-18 | Cytonix, Llc | Hydrophobic coating compositions and articles coated with said compositions |
| US5853894A (en) * | 1997-02-03 | 1998-12-29 | Cytonix Corporation | Laboratory vessel having hydrophobic coating and process for manufacturing same |
| DE69932070T2 (de) * | 1998-10-27 | 2007-02-22 | E.I. Dupont De Nemours And Co., Wilmington | In situ flourpolymerpolymerisation in poröse substrate |
| EP1754547A3 (en) * | 1998-10-27 | 2007-05-30 | E. I. du Pont de Nemours and Company | In situ fluoropolymer polymerization into porous substrates |
| US6306989B1 (en) | 1999-09-30 | 2001-10-23 | E. I. Du Pont De Nemours And Company | Situ fluoropolymer polymerization into porous substrates |
| US6558743B1 (en) * | 1998-10-27 | 2003-05-06 | E. I. Du Pont De Nemours And Company | In situ fluoropolymer polymerization into porous substrates |
| US6660339B1 (en) | 1999-09-07 | 2003-12-09 | The Procter & Gamble Company | Process for hydrophobic treatment of water vapor permeable substrates |
| BR9917480A (pt) * | 1999-09-07 | 2002-05-14 | Procter & Gamble | Processo para tratamento hidrófobo de substratos permeáveis a vapor de água |
| US7114621B2 (en) * | 2001-12-14 | 2006-10-03 | 3M Innovative Properties Company | Membrane module elements |
| US7279215B2 (en) * | 2003-12-03 | 2007-10-09 | 3M Innovative Properties Company | Membrane modules and integrated membrane cassettes |
| WO2015160592A1 (en) * | 2014-04-17 | 2015-10-22 | Ticona Llc | Elastomeric composition having oil resistance |
Family Cites Families (8)
| Publication number | Priority date | Publication date | Assignee | Title |
|---|---|---|---|---|
| US2642416A (en) * | 1950-05-26 | 1953-06-16 | Minnesota Mining & Mfg | Fluorinated acrylates and polymers |
| US3034925A (en) * | 1961-02-02 | 1962-05-15 | Marco Carlo G De | Water-resistant and oil-resistant fibrous substances, and processes therefor |
| US3274294A (en) * | 1962-06-22 | 1966-09-20 | Dow Chemical Co | Compositions comprising graft copolymers on polyester substrates of one or more monomers from the group including vinyl lactams, sulfonated alkenyl and/or alpha-halo alkenyl aromatics, sulfonated olefins, sulfonated acrylates and methacrylates, vinyl pyridines, aminated alkenyl aromatics, aminated acrylates and methacrylates, and monomericpolyglycol ethers of alkenyl aromatics |
| US3384628A (en) * | 1964-09-21 | 1968-05-21 | Agriculture Usa | Fluorinated ester compounds and use thereof |
| GB1129644A (en) * | 1965-04-30 | 1968-10-09 | Ici Ltd | Synthetic polyester sizing composition for yarns |
| US3412175A (en) * | 1966-12-21 | 1968-11-19 | Du Pont | Graft copolymers of fluorocarbon groups on polyamide or polyester substrates |
| US3592686A (en) * | 1968-06-10 | 1971-07-13 | Burlington Industries Inc | Process for making durable press and soil release textile and resultant article |
| DE1900234A1 (de) * | 1969-01-03 | 1970-08-06 | Hoechst Ag | Wasser- und oelabweisende Ausruestung von synthetischen Fasermaterialien und Folien |
-
1971
- 1971-10-18 DE DE19712151755 patent/DE2151755A1/de active Pending
-
1972
- 1972-10-13 CH CH1500272D patent/CH1500272A4/xx unknown
- 1972-10-13 CH CH1500272A patent/CH559277A/xx unknown
- 1972-10-17 GB GB4782072A patent/GB1406866A/en not_active Expired
- 1972-10-17 US US00298457A patent/US3847657A/en not_active Expired - Lifetime
- 1972-10-18 FR FR7236876A patent/FR2156786B1/fr not_active Expired
Also Published As
| Publication number | Publication date |
|---|---|
| US3847657A (en) | 1974-11-12 |
| CH1500272A4 (enrdf_load_stackoverflow) | 1974-07-31 |
| CH559277A (enrdf_load_stackoverflow) | 1975-02-28 |
| FR2156786A1 (enrdf_load_stackoverflow) | 1973-06-01 |
| GB1406866A (en) | 1975-09-17 |
| FR2156786B1 (enrdf_load_stackoverflow) | 1976-08-20 |
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